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Publication numberUS5650383 A
Publication typeGrant
Application numberUS 08/428,394
Publication dateJul 22, 1997
Filing dateApr 25, 1995
Priority dateJun 21, 1991
Fee statusLapsed
Also published asCA2071801A1, DE69210119D1, DE69210119T2, DE69210119T3, DE69210119T9, EP0521748A1, EP0521748B1, EP0521748B2, EP0521748B9
Publication number08428394, 428394, US 5650383 A, US 5650383A, US-A-5650383, US5650383 A, US5650383A
InventorsClaude Dubief, Daniele Cauwet
Original AssigneeL'oreal
Export CitationBiBTeX, EndNote, RefMan
External Links: USPTO, USPTO Assignment, Espacenet
Composition for washing and/or conditioning keratinous matter, containing a silicone and an amphoteric polymer derived from diallydialkylammonium and from an anionic monomer
US 5650383 A
Abstract
Composition for washing and/or conditioning keratinous matter, containing a silicone and an amphoteric polymer derived from diallyldialkylammonium and from an anionic monomer.
Composition for washing and/or conditioning keratinous matter, characterised in that it contains, in an aqueous medium, a surface-active agent possessing detergent properties, at least one silicone which is insoluble in the medium and at least one copolymer derived from diallyldialkylammonium and from an anionic monomer.
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Claims(17)
We claim:
1. A composition for washing or conditioning keratinous matter consisting essentially of an aqueous medium, 5 to 50% by weight relative to the total weight of the composition of a surface-active agent possessing detergent properties, 0.2 to 30% by weight relative to the total weight of the composition of at least one silicone which is insoluble in the medium and 0.1 to 10% by weight relative to the total weight of the composition of at least one amphoteric copolymer derived from diallyldialkylammonium and an anionic monomer which contains 60 to 99% by weight of units derived from a quaternary diallyldialkylammonium monomer in which the alkyl groups have, independently from each other, 1 to 18 carbon atoms, the corresponding anion being derived from an acid which has an ionization constant higher than 10-13 and approximately 1 to 40% by weight of units of an anionic monomer selected from the group consisting of acrylic acid and methacrylic acid, having a molecular weight between 50,000 and 10,000,000 determined by gel permeation chromatography, wherein said composition does not contain an alcohol dispersing agent containing 27 to 44 carbon atoms and containing a functional group selected from the group consisting of an ether group, a thioether group and a sulphoxide group.
2. The composition according to claim 1 in which the silicone is a polyorganosiloxane which is insoluble in the aqueous medium and is in the form of oil, wax, gum or resin.
3. The composition according to claim 2 in which the polyorganosiloxane is a non-volatile silicone selected from the group consisting of a polyalkylsiloxane, a polyalkylarylsiloxane, a polyarylsiloxane, a silicone gum, a silicon resin, an organomodified polysiloxane and mixtures thereof.
4. The composition according to claim 3 in which the polyalkylsiloxane is selected from the group consisting of a linear polydimethylsiloxane containing trimethylsilyl end groups with a viscosity between 5×10-6 and 2.5 m2 /s at 25° C., a linear polydimethylsiloxane containing dimethylsilanol end groups and a poly-C1 -C20 -alkylsiloxane.
5. The composition according to claim 2 in which the polyorganosiloxane is selected from the group consisting of a linear polyalkylsiloxane containing a trimethylsilyl end group with a viscosity of between 0.2 and 2.5 m2 /s at 25° C. a mixture of a polydimethylsiloxanes hydroxylated at the end of a chain and a cyclic polydimethylsiloxane, a mixture of two polydimethylsiloxanes consisting of a gum and an oil of different viscosities and a polyorganosiloxane modified with a hydroxyacylamino group.
6. The composition according to claim 1 in which the alkyl groups have between 1 and 4 carbon atoms.
7. The composition according to claim 1 in which the copolymer is derived from dimethyldiallylammonium or diethyldiallylammonium chloride and acrylic acid.
8. The composition according to claim 1 in which the surface-active agent is selected from the group consisting of anionic, amphoteric, zwitterionic and nonionic surface-active agents and mixtures thereof.
9. The composition according to claim 8, wherein
the anionic surface-active agent is selected from the group consisting of alkali metal salts, ammonium salts, amine salts, aminoalcohol salts and magnesium salts of the following compounds: alkyl ether sulphates, alkylamidoether sulphates, alkylarylpolyether sulphates, monoglyceride sulphates, alkylsulphonates, alkylamide sulphonates, alkylarylsulphonates, olefin sulphonates, paraffin sulphonates, alkyl sulphosuccinates,alkyl ether sulphosuccinates, alkylamide sulphosuccinates, alkylsulphosuccinamates, alkyl sulphoacetates, alkyl ether phosphates, acylsarcosinates and N-acyltaurates, in which the alkyl or acyl radical is a carbon chain containing between 12 and 20 carbon atoms; salts of oleic, ricinoleic, palmitic and stearic acids; copra oil and hydrogenated copra oil acids; and acyllactylates in which the acyl radical contains from 8 to 20 carbon atoms;
the nonionic surface-active agent is selected from the group consisting of polyethoxylated, polypropoxylated and polyglycerolated alcohols, alpha-diols and alkylphenols with a fatty acid chain containing between 8 and 18 carbon atoms, the number of ethylene oxide and propylene oxide groups being between 2 and 50 and the number of glycerol groups being between 2 and 30; copolymers of ethylene and propylene oxides; condensates of ethylene and propylene oxides with fatty alcohols; polyethoxylated fatty amides containing 2 to 30 moles of ethylene oxide; polyglycerolated fatty amides containing 1 to 5 glycerol groups; polyethoxylated fatty amines containing 2 to 30 moles of ethylene oxide; oxyethylenated sorbitan fatty acid esters containing 2 to 30 moles of ethylene oxide; sucrose fatty acid esters; alkylpolyglycosides; C10 -C14 -alkylamine oxides and N-acylamidopropylmorpholine oxides; and
the amphoteric and zwitterionic surface-active agents are selected from the group consisting of derivatives of aliphatic secondary or tertiary amines in which the aliphatic radical is a linear or branched chain containing 8 to 18 carbon atoms and which contains at least one water-solubilizing carboxylate, sulphonate, sulphate, phosphate or phosphonate anionic group; C8 -C20 -alkylbetaines, sulphobetaines, C8 -C20 -alkylamido-C1 -C6 -alkylbetaines or C8 -C20 -alkylamido-C1 -C5 -alkylbetaines.
10. The composition according to claim 9 in which the composition also contains a dispersing agent having the formula RX in an amount between 0.1 and 20% by weight of the total weight of the composition, selected from the group consisting of
(i) RX compounds in which R is a C11 -C21 alkyl or alkenyl radical and X is selected from the group consisting of
(a) COOA where A is a mono- or polyhydroxyalkyl radical derived from a C2 -C3 polyol or a radical CH2 CH2 SO3 M where M is an alkali metal, ammonium or a C1 -C4 alkanolamine residue;
(b) CO(OCH2 CH2)n --OH where n has a value of between 2 and 150;
(c) ##STR3## where n has a value of between 2 and 150; (d) CONR1 R2 where R1 and R2 are hydrogen or C1 -C4 hydroxyalkyl with at least one being C1 -C4 hydroxyalkyl; and
(e) OSO3 M or 1/3 PO4 M3 where M is an alkali metal, ammonium or a C1 -C4 alkanolamine residue;
(ii) RX compounds which are esters formed by the reaction of R, where R is a C11 -C21 alkyl or alkenyl radical and X is selected from the group consisting of:
(a) COOA where A is a mono- or polyhydroxyalkyl radical derived from a C2 -C3 polyol or a radical CH2 CH2 SO3 M where M is an alkali metal, ammonium or a C1 -C4 alkanolamine residue;
(b) CO(OCH2 CH2)n --OH where n has a value of between 2 and 150; and
(c) ##STR4## where n has a value of between 2 and 150; and (iii) RX compounds in which R is a radical R3 (OC2 H4)i OCH2 selected from the group consisting of
(a) R3 (OC2 H4)i OCH2 compounds in which R3 is a C12 -C14 alkyl radical and i is a whole or decimal number between 2.5 and 10;
(b) R3 (OC2 H4)i OCH2 compounds in which R3 is an oleyl and i is a whole decimal number between 2 to 9; and
(c) R3 (OC2 H4)i OCH2 compounds in which R3 is a C8 -C9 alkylphenyl and i is a whole or decimal number between 4 to 8;
and X is COOM, where M is selected from the group consisting of an alkali metal, an ammonium group and a C1 -C4 alkanolamine residue.
11. The composition according to claim 1 in which the aqueous medium is water or a mixture of water and a cosmetically acceptable solvent in which the cosmetically acceptable solvent is selected from the group consisting of a C1 -C4 lower alcohol, an alkylene glycol, a glycol ether, and mixtures thereof.
12. The composition according to claim 1 in which the composition also contains a lustering or opacifying agent present in proportions ranging up to 3% by weight relative to the total weight of the composition.
13. The composition according to claim 1 in which the composition also contains a viscosity modifier selected from the group consisting of an electrolyte, a hydrotropic agent and a thickening agent; said modifier being present in proportions ranging up to 10% by weight relative to the total weight of the composition.
14. The composition according to claim 1 in which the composition also contains an agent to improve the cosmetic properties of hair or skin selected from the group consisting of a cationic surface-active agent, a polymer other than the copolymer derived from diallyldialkylammonium and an anionic monomer, a protein and a silicone which is soluble in the composition.
15. A process for washing or conditioning keratinous matter consisting essentially of applying a composition which comprises an aqueous medium, 5 to 50% by weight relative to the total weight of the composition of a surface-active agent possessing detergent properties, 0.2 to 30% by weight relative to the total weight of the composition of at least one silicone which is insoluble in the medium and 0.1 to 10% by weight relative to the total weight of the composition of at least one amphoteric copolymer derived from diallyldialkylammonium and an anionic monomer which contains 60 to 99% by weight of units derived from a quaternary diallyldialkylammonium monomer in which the alkyl groups have, independently from each other, 1 to 18 carbon atoms, the corresponding anion being derived from an acid which has an ionization constant higher than 10-13 and approximately 1 to 40% by weight of units of an anionic monomer selected from the group consisting of acrylic acid and methacrylic acid, having a molecular weight between 50,000 and 10,000,000 determined by gel permeation chromatography, wherein said composition does not contain an alcohol dispersing agent containing 27 to 44 carbon atoms and containing a functional group selected from the group consisting of an ether group, a thioether group and a sulphoxide group.
16. A composition for washing or conditioning keratinous matter consisting essentially of an aqueous medium, 5 to 50% by weight relative to the total weight of the composition of a surface-active agent possessing detergent properties, 0.2 to 30% by weight relative to the total weight of the composition of at least one polyalkylsiloxane which is insoluble in the medium and 0.1 to 10% by weight relative to the total Weight of the composition of at least one amphoteric copolymer derived from diallyldialkylammonium and an anionic monomer which contains 60 to 99% by weight of units derived from a quaternary diallyldialkylammonium monomer in which the alkyl groups have, independently from each other, 1 to 18 carbon atoms, the corresponding anion being derived from an acid which has an ionization constant higher than 10-13 and approximately 1 to 40% by weight of units of an anionic monomer selected from the group consisting of acrylic acid and methacrylic acid, having a molecular weight between 50,000 and 10,000,000 determined by gel permeation chromatography, wherein said composition does not contain an alcohol dispersing agent containing 27 to 44 carbon atoms and containing a functional group selected from the group consisting of an ether group, a thioether group and a sulphoxide group.
17. The composition according to claim 16 in which the composition further consists essentially of a dispersing agent having a formula RX, selected from the group consisting of
(i) RX compounds in which R is a C11 -C21 alkyl or alkenyl radical and X is selected from the group consisting of
(a) COOA where A is a mono- or polyhydroxyalkyl radical derived from a C2 -C3 polyol or a radical CH2 CH2 SO3 M where M is an alkali metal, ammonium or a C1 -C4 alkanolamine residue;
(b) CO(OCH2 CH2)n --OH where n has a value of between 2 and 150;
(c) ##STR5## where n has a value of between 2 and 150; (d) CONR1 R2 where R1 and R2 are hydrogen or C1 -C4 hydroxyalkyl with at least one being C1 -C4 hydroxyalkyl; and
(e) OSO3 M or 1/3 PO4 M3 where M is an alkali metal, ammonium or a C1 -C4 alkanolamine residue;
(ii) RX compounds which are esters formed by the reaction of R, where R is a C11 -C21 alkyl or alkenyl radical and X is selected from the group consisting of:
(a) COOA where A is a mono- or polyhydroxyalkyl radical derived from a C2 -C3 polyol or a radical CH2 CH2 SO3 M where M is an alkali metal, ammonium or a C1 -C4 alkanolamine residue;
(b) CO(OCH2 CH2)n --OH where n has a value of between 2 and 150; and
(c) ##STR6## where n has a value of between 2 and 150; and (iii) RX compounds in which R is a radical R3 (OC2 H4)i OCH2 selected from the group consisting of
(a) R3 (OC2 H4)i OCH2 compounds in which R3 is a C12 -C14 alkyl radical and i is a whole or decimal number between 2.5 and 10;
(b) R3 (OC2 H4)i OCH2 compounds in which R3 is an oleyl and i is a whole decimal number between 2 to 9; and
(c) R3 (OC2 H4)i OCH2 compounds in which R3 is a C8 -C9 alkylphenyl and i is a whole or decimal number between 4 to 8;
and X is COOM, where M is selected from the group consisting of an alkali metal, an ammonium group and a C1 -C4 alkanolamine residue,
and in which the surface active agent is selected from a group consisting of (i) an anionic surface-active agent selected from the group consisting of alkali metal salts, ammonium salts, amine salts, aminoalcohol salts and magnesium salts of the following compounds: alkyl ether sulphates, alkylamidoether sulphates, alkylarylpolyether sulphates, monoglyceride sulphates, alkylsulphonates, alkylamide sulphonates, alkylarylsulphonates, olefin sulphonates, paraffin sulphonates, alkyl sulphosuccinates, alkyl ether sulphosuccinates, alkylamidesulphosuccinates, alkylsulphosuccinamates, alkylsulphoacetates, alkyl ether phosphates, acylsarcosinates and N-acyltaurates, in which the alkyl or acyl radical is a carbon chain containing between 12 and 20 carbon atoms; salts of oleic, ricinoleic, palmitic and stearic acids; copra oil and hydrogenated copra oil acids; and acyl-lactylates in which the acyl radical contains from 8 to 20 carbon atoms; (ii) a nonionic surface-active agent selected from the group consisting of polyethoxylated, polypropoxylated and polyglycerolated alcohols, alpha-diols and alkylphenols with a fatty acid chain containing between 8 and 18 carbon atoms, the number of ethylene oxide and propylene oxide groups being between 2 and 50 and the number of glycerol groups being between 2 and 30; copolymers of ethylene and propylene oxides; condensates of ethylene and propylene oxides with fatty alcohols; polyethoxylated fatty amides containing 2 to 30 moles of ethylene oxide; polyglycerolated fatty amides containing 1 to 5 glycerol groups; polyethoxylated fatty amines containing 2 to 30 moles of ethylene oxide; oxyethlenated sorbitan fatty acid esters containing 2 to 30 moles of ethylene oxide; sucrose fatty acid esters; alkylpolyglycosides; C10 -C14 -alkylamine oxides and N-acylamidopropylmorpholine oxides; and (iii) amphoteric and zwitterionic surface-active agents selected from the group consisting of derivatives of aliphatic secondary or tertiary amines in which the aliphatic radical is a linear or branched chain containing 8 to 18 carbon atoms and which contains at least one water-solubilizing carboxylate, sulphonate, sulphate, phosphate or phosphonate anionic group; C8 -C20 -alkylbetaines, sulphobetaines, C8 -C20 -alkylamido-C1 -C6 -alkylbetaines or C8 -C20 -alkylamido-C1 -C5 -alkylbetaines.
Description

This application is a continuation of application Ser. No. 07/900,562, filed on Jun. 18, 1992 now abandoned.

The present invention relates to compositions for washing and/or conditioning keratinous matter and more particularly hair, containing a silicone and an amphoteric polymer derived from diallyldialkylammonium and from an anionic monomer, and to the processes for treatment of keratinous matter using such compositions.

It is well known that hair is sensitised or made brittle to various degrees by the action of atmospheric agents and by the action of various cosmetic treatments such as permanent waving, straightening, dyeing or bleaching treatments. The hair then becomes difficult to disentangle and to style. In addition, it becomes rough in feel.

Silicones which contribute softness, shine, lightness and which can make disentangling easier have already been employed in washing compositions.

Use has also already been made in the past, in hair treatment compositions, of amphoteric polymers such as, for example, octylacrylammide/acrylate/butylaminoethyl methacrylate copolymers , C1 -C18 alkyl methacrylate/carboxymethyldimethylammoniomethyl methacrylate copolymers or chitosan derivatives.

The Applicant has found surprisingly that by using, in a composition for treatment of keratinous matter, a silicone in combination with a copolymer derived from diallyldialkylammonium and from an anionic monomer, and more particularly acrylic acid, it is possible, when it is applied in particular to hair, to obtain excellent disentangling and softness properties when compared with hair treated with compositions containing only the silicone or the amphoteric polymer by itself.

Hair treated in this way is particularly easy to disentangle, soft and light. Moreover, it is well-behaved, is easy to style and has more body; this effect is particularly advantageous when the hair is damaged or sensitised or in the treatment of fine hair.

The subject of the invention therefore consists of a composition for treatment of keratinous matter, containing at least one silicone and an amphoteric polymer derived from diallyldialkylammonium and from an anionic monomer.

Another subject of the invention consists of a process for treatment of keratinous matter using such a composition.

A further subject of the invention is the use of the combination of a polymer derived from diallyldialkylammonium and from an anionic monomer and of silicones for the treatment of keratinous matter and in particular for endowing hair with improved softness and disentangling properties.

Other subjects of the invention will emerge on reading the description and the examples which follow.

The compositions for washing and conditioning keratinous matter, in accordance with the invention, are essentially characterised in that they contain, in an aqueous medium:

at least one surface-active agent possessing detergent properties;

at least one silicone which is insoluble in this medium; and

at least one copolymer of diallyldialkylammonium and of an anionic monomer.

The surface-active agents employed in the washing and conditioning compositions in accordance with the invention are known per se and are chosen from anionic, amphoteric, zwitterionic and nonionic surface-active agents or mixtures thereof, which have detergent properties.

Among the anionic surface-active agents there may be mentioned the alkali metal salts, the ammonium salts, the amine salts, the aminoalcohol salts and the magnesium salts of the following compounds: alkyl ether sulphates, alkylamidoether sulphates, alkylarylpolyether sulphates, monoglyceride sulphates, alkylsulphonates, alkylamide sulphonates, alkylarylsulphonates, olefin sulphonates, paraffin sulphonates, alkyl sulphosuccinates, alkyl ether sulphosuccinates, alkylamide sulphosuccinates, alkyl sulphosuccinamates, alkyl sulphoacetates, alkyl ether phosphates, acylsarcosinates and N-acyltaurates.

The alkyl or acyl radical of these various compounds generally consists of a carbon chain containing from 12 to 20 carbon atoms.

Among the anionic surface-active agents there may also be mentioned the salts of fatty acids such as the salts of oleic, ricinoleic, palmitic and stearic acids, copra oil or hydrogenated copra oil acids, and acyllactylates in which the acyl radical contains from 8 to 20 carbon atoms.

It is also possible to employ weakly anionic surface-active agents such as polyoxyalkylenated carboxylic ether acids, in particular those containing 2 to 50 ethylene oxide groups.

The nonionic surface-active agents are chosen more particularly from the polyethoxylated, polypropoxylated or polyglycerolated alcohols or α-diols or alkylphenols or fatty acids, with a fatty chain containing 8 to 18 carbon atoms, the number of ethylene oxide or propylene oxide groups being between 2 and 50 and the number of glycerol groups being between 2 and 30.

There may also be mentioned the copolymers of ethylene and propylene oxides, condensates of ethylene and propylene oxides with fatty alcohols, polyethoxylated fatty amides preferably containing 2 to 30 moles of ethylene oxide, polyglycerolated fatty amides preferably containing 1 to 5, and in particular 1.5 to 4, glycerol groups, polyethoxylated fatty amines preferably containing 2 to 30 moles of ethylene oxide, oxyethylenated sorbitan fatty acid esters preferably containing 2 to 30 moles of ethylene oxide, sucrose fatty acid esters, polyethylene glycol fatty acid esters, glycol fatty acid esters, alkylpolyglycosides, amine oxides such as C10 -C14 -alkylamine oxides or N-acylamidopropylmorpholine oxides.

The preferred amphoteric or zwitterionic surface-active agents are the derivatives of aliphatic secondary or tertiary amines in which the aliphatic radical is a linear or branched chain containing 8 to 18 carbon atoms and which contains at least one water-solubilising carboxylate, sulphonate, sulphate, phosphate or phosphonate anionic group, C8 -C20 -alkylbetaines, sulphobetaines, C8 -C20 -alkylamido-C1 -C6 -alkylbetaines or C8 -C20 -alkylamido-C1 -C6 -alkylbetaines.

Among the amine derivatives there may be mentioned the products sold under the name Miranol, as described in U.S. Pat. Nos. 2,528,378 and 2,781,354 and classified in the CTFA dictionary, 3rd edition, 1982, under the names of Amphocarboxyglycinates and Amphocarboxypropionates.

The surface-active agents are employed in the compositions in accordance with the invention in sufficient proportions to impart a detergent character to the composition and are preferably between 5 and 50% by weight relative to the total weight of the composition, and in particular between 8 and 35%.

The silicones employed in accordance with the present invention are polyorganosiloxanes which are insoluble in aqueous media, which may take the form of oils, waxes, gums or resins.

The organopolysiloxanes are defined in greater detail in the work by Walter Noll "Chemistry and Technology of Silicones" (1968), Academic Press.

The polysiloxanes employed in accordance with the invention are chosen from volatile silicones which have a boiling point of between 60° C. and 260° C. or else nonvolatile silicones chosen in particular from polyalkylsiloxanes, polyarylsiloxanes, polyalkylarylsiloxanes, silicone gums and resins, organomodified polysiloxanes and mixtures thereof.

The volatile silicones may be chosen from:

(i) cyclic silicones containing from 3 to 7 silicon atoms and preferably 4 to 5. These are, for example, the octamethylcyclotetrasiloxane sold under the name of Volatile Silicone 7207 by Union Carbide or Silbione 70045 V 2 by Rhone Poulenc, the decamethyl-cyclopentasiloxane sold under the name of Volatile Silicone 7158 by Union Carbide, Silbione 70045 V 5 by Rhone Poulenc and mixtures thereof.

Cyclocopolymers of the dimethylsiloxane/methylalkylsiloxane type may also be mentioned, such as Silicone Volatile FZ 3109 sold by the company Union Carbide, which is a dimethylsiloxane/methyloctylsiloxane cyclopolymer.

Furthermore, it is possible to employ mixtures of cyclic silicones with organic compounds derived from silicon, such as the mixture of octamethylcyclotetrasiloxane and tetratrimethylsilylpentaerythritol (50/50) and the mixture of octamethylcyclotetrasiloxane and 1,1'-oxy-(2,2,2',2',3,3'-hexatrimethylsilyloxy)bisneopentane;

(ii) the linear volatile silicones containing 2 to 9 silicon atoms and having a viscosity lower than or equal to 5×10-6 m2 /s at 25° C. These are, for example, the hexamethyldisiloxane sold under the name Silbione 70 041 V 0.65 by the company Rhone Poulenc, the decamethyl-tetrasiloxane sold under the name SH 200 by the company Toray Silicone or the volatile polymethylphenylsiloxanes such as the product Siliconol AS sold by the company Wacker. The silicones forming part of this class are also described in the article published in Cosmetics and toiletries, Vol. 91, Jan. 1976, p. 27-32, Todd & Byers "Volatile Silicone fluids for cosmetics".

The nonvolatile silicones are chosen especially from polyalkylsiloxanes. Mention may be made chiefly of linear polydimethylsiloxanes containing trimethylsilyl end groups with a viscosity of 5×10-6 to 2.5 m2 /s at 25° C. and preferably 10-5 to 1 m2 /s, for example and without any limitation being implied:

the Silbione oils of the series 47 and 70 047 marketed by Rhone Poulenc, such as the oil 47 V 500,000,

the oils of the series 200 from the company Dow Corning,

the Viscasil oils from General Electric and certain oils from the SF series from General Electric (SF 96, SF 18).

Linear polydimethylsiloxanes containing dimethylsilanol end groups are also mentioned, such as the oils of the series 48 from Rhone Poulenc.

In this class of polyalkylsiloxanes it is also possible to mention polyalkylsiloxane waxes sold by the company Goldschmidt under the names Abil Wax 9800 and Abil Wax 9801, which are poly-C1 -C20 -alkylsiloxanes.

Among the polyalkylarylsiloxanes there may be mentioned polydimethylmethylphenylsiloxanes, polymethylphenylsiloxanes and polydimethyldiphenylsiloxanes which are linear and/or branched, with a viscosity of 10-5 to 5×10-2 m2 /s at 25° C., such as, for example:

the oils of the series Rhodorsil 70 633 and 763 from Rhone Poulenc,

the Silbione oils of the series 70 641 from Rhone Poulenc,

the oil DC 556 Cosmetic Grad Fluid from Dow Corning,

the silicones of the PK series from Bayer, such as PK20,

the silicones of the PN and PH series from Bayer, such as PN 1000 and PH 1000,

some oils of the SF series from General Electric, such as SF 1250, SF 1265, SF 1154 and SF 1023.

The silicone gums in accordance with the present invention are polydiorganosiloxanes of high molecular masses of between 200,000 and 1,000,000, employed by themselves or as a mixture in a solvent chosen from volatile silicones such as defined above, polydimethylsiloxane (PDMS) oils, polyphenylmethylsiloxane (PPMS) oils, isoparaffins, methylene chloride, pentane, dodecane, tridecane, tetradecane or mixtures thereof.

For example, the following gums are mentioned:

poly[(dimethylsiloxane)/(methylvinylsiloxane)],

poly[(dimethylsiloxane)/(diphenylsiloxane)],

poly[(dimethylsiloxane)/(phenylmethylsiloxane)],

poly[(dimethylsiloxane)/(diphenylsiloxane)/-(methylvinylsiloxane)].

For example, the following mixtures may be mentioned without any limitation being implied:

the mixtures made up from a polydimethylsiloxane hydroxylated at the end of a chain (Dimethiconol according to the CTFA nomenclature) and a cyclic polydimethylsiloxane (Cyclomethicone according to CTFA nomenclature), such as the product Q 2 1401 sold by the company Dow Corning,

the mixtures made up from a polydimethylsiloxane gum with a cyclic silicone, such as the product SF 1214 Silicone Fluid from the company General Electric (which has an SE 30 gum, corresponding to a dimethicone, which has a molecular weight of 500,000, dissolved in the silicone SF 1202 Silicone Fluid (corresponding to decamethylcyclopentasiloxane)),

mixtures of two PDMSs of different viscosities, especially of a PDMS gum and of a PDMS oil, such as the products SF 1236 and CF 1241 from the company General Electric. The product SF 1236 is the mixture of an SE 30 gum defined above, with a viscosity of 20 m2 /s and of an SF 96 oil with a viscosity of 5×10-6 m2 /s (15% of SE 30 gum and 85% of SF 96 oil).

The product CF 1241 is the mixture of an SE 30 gum (33%) and of a PDMS (67%) with a viscosity of 10-3 m2 /s.

The organopolysiloxane resins which can be employed in accordance with the invention are cross-linked siloxane systems containing the units R'2 SiO2/2, R'SiO3/2 and SiO4/2, in which R' denotes a hydrocarbon group containing 1 to 6 carbon atoms or a phenyl group. Among these products those particularly preferred are ones in which R' denotes a lower alkyl radical or a phenyl radical.

Among these resins there may be mentioned the product sold under the name Dow Corning 593 or those sold under the names Silicone Fluid SS 4230 and SS 4267 by the company General Electric and which are "dimethyl/trimethylpolysiloxanes".

The organomodified silicones are silicones defined above and whose structure includes one or more organofunctional groups directly attached to the siloxane chain or attached via a hydrocarbon radical.

Among these organomodified silicones there may be mentioned, for example, the silicones containing:

1--polyethyleneoxy and/or polypropyleneoxy groups optionally containing alkyl groups, such as:

the product called dimethicone copolyol sold by the company Dow Corning under the names DC 1248, and the C12 -alkyl methicone copolyol sold by the company Dow Corning under the name Q2 5200.

the Silwet oils L 722, L 7500, L 77 and L 711 from the company Union Carbide,

the mixture of dimethicone copolyol and of cyclomethicone, such as the product sold under the name Q2--3225C by the company Dow Corning,

2--substituted or unsubstituted amine groups such as the products sold under the name GP4 Silicone Fluid and GP 7100 by the company Genesee or the products sold under the names Q2 8220, X2 8200 and DC 929 or Q2 7224 by the company Dow Corning. The substituted amine groups are in particular C1 -C4 -alkylamino groups,

3--thiol groups, as in GP 72 A and GP 71 from Genesee or in the product SLM 50253/5 from the company Wacker,

4--carboxylate groups as in the products described in Patent EP-A-186,507 of the company Chisso Corporation,

5--alkoxy groups, such as the products sold under the name Silicone Copolymer F-755 by SWS Silicones, and Abil Wax 2428, 2434 and 2440 by the company Goldschmidt,

6--hydroxyl groups, such as the polyorganosiloxanes containing a hydroxyalkyl functional group, which are described in French Patent Application No. FR-85/16,334.

The product 71615 V 300 sold by the company Rhone Poulenc is mentioned as an example.

7--acyloxyalkyl groups, such as, for example, the polyorganosiloxanes described in Patent Application FR-A-2,641,185,

8--artionic groups of carboxylic type such as the alkylcarboxylic groups such as those present in the product X-22-3701E from the company Shin-Etsu or in the product Silicone Fluid FZ 3703 from the company Union Carbide, 2-hydroxyalkylsulphonate, 2-hydroxyalkylthiosulphate such as the products sold by the company Goldschmidt under the names "Abil S201" and "Abil S255",

9--hydroxyacylamino groups, such as the polyorganosiloxanes described in the Application EP-A-342,834.

By way of example there may be mentioned the product Q2 8413 from the company Dow Corning, corresponding to the formula: ##STR1##

The polyorganosiloxanes which are more particularly preferred, in accordance with the invention, are:

silicone oils of high viscosity of between 0.2 and 2.5 m2 /s at 25° C., such as the oils 47 V 500,000 from the company Rhone Poulenc,

mixtures of organopolysiloxanes and cyclic silicones, such as the product Q2 1401 sold by the company Dow Corning,

mixtures of two PDMSs of different viscosities, such as the product sold by the company General Electric under the name CF 1241,

silicones containing hydroxyacylamino groups.

The water-insoluble silicones employed in the compositions in accordance with the invention are present in proportions of betweens 0.2 and 30% and preferably between 0.4 and 15% by weight relative to the total weight of the compositions.

The polymer derived from diallyldialkylammonium and from an anionic monomer which is employed in accordance with the invention is in particular a polymer containing approximately 60 to approximately 99% by weight of units derived from a quaternary diallyldialkylammonium monomer in which the alkyl groups are chosen independently from alkyl groups containing 1 to 18 carbon atoms and in which the anion is derived from an acid which has an ionisation constant higher than 10-13 and 1 to 40% by weight of this polymer, of an anionic monomer chosen from acrylic or methacrylic acids, the molecular weight of this polymer being between approximately 50,000 and 10,000,000, determined by gel permeation chromatography. Such polymers are described in the Application EP-A-269,243.

The preferred polymers are, among others, the polymers containing alkyl groups chosen from groups containing 1 to 4 carbon atoms and more particularly methyl and ethyl groups.

Among these polymers, those particularly preferred are the copolymers of dimethyldiallylammonium or diethyldiallylammonium chloride and of acrylic acid.

By way of products which are particularly preferred there may be mentioned the polymer sold under the name Merquat 280 by the company Calgon in the form of an aqueous solution containing 35% of active substance, this polymer being a copolymer of diallyldimethylammonium chloride and acrylic acid in proportions of 80/20, the viscosity in the Brookfield LVF module 4 viscometer being between 4,000 and 10,000 cPs, the molecular weight being approximately equal to 1,300,000.

This polymer is employed in proportions by weight relative to the total weight of the composition of between 0.1 and 10% by weight and preferably between 0.5 and 5% by weight relative to the total weight of the composition.

The pH of the compositions is generally between 2 and 9 and more particularly between 3 and 8.

The aqueous medium may consist solely of water or a mixture of water and of a cosmetically acceptable solvent, such as a C1 -C4 lower alcohol like ethanol, isopropanol or n-butanol, alkylene glycols like ethylene glycol, and glycol ethers.

The compositions in accordance with the invention may also contain dispersing agents other than alcohols, containing 27 to 44 carbon atoms and containing one or two ether and/or thioether or sulphoxide groups.

Among these agents the following compounds may be mentioned more particularly:

a) RX (III) in which R is an aliphatic radical containing a long carbon chain optionally interrupted by oxygen atoms, and X is a carboxylic, sulphuric or phosphoric acid residue or a radical derived from a carboxylic acid or from an amide.

These compounds of formula (III) are chosen from those in which:

(i) R is a C11 -C21 alkyl or alkenyl radical X is:

a group COOA where A is a mono- or polyhydroxyalkyl radical derived from a C2 -C3 polyol or a radical CH2 CH2 SO3 M,

a group CO(OCH2 CH2)n --OH where n has a value of between 2 and 150,

a group ##STR2## where n has a value of between 2 and 150, it being possible for the free OH functional groups of the groups defined above to be esterified with an acid RCOOH where R is a C11 -C21 alkyl or alkenyl,

a group CONR1 R2 where R1 and R2 denote hydrogen or C1 -C4 hydroxyalkyl, at least one denoting C1 -C4 hydroxyalkyl,

a group OSO3 M or 1/3 PO4 3- M3 where M denotes an alkali metal, ammonium or a C1 -C4 alkanolamine residue;

(ii) R denotes a radical R3 (OC2 H4)1 OCH2 and X denotes a group COOM where M has the meaning indicated above, R3 denoting a C12 -C14 alkyl radical and 1 a whole or decimal number between 2.5 and 10, or else R3 denotes oleyl and 1 varies from 2 to 9, or else R3 denotes C8 -C9 -alkylphenyl and 1 varies from 4 to 8, or the derivatives in which R denotes a C12 -C16 alkyl ether group and X a group CONR1 R2 in which R1 and R2 have the same meaning as that indicated above;

b) oxides of dimethyl-C16 -C22 -alkylamines;

c) biopolysaccharides chosen, for example, from xanthan gums and scleroglucanes.

These dispersing agents are employed in compositions in accordance with the invention in proportions of between 0.1 and 20% by weight and preferably between 0.5 and 10% by weight relative to the total weight of the composition.

These compositions may also contain up to 3% of lustering or opacifying agents such as sodium or potassium palmitates, sodium or potassium stearates or hydroxystearates and ethylene glycol mono- or distearate.

The compositions in accordance with the invention may also contain viscosity modifiers such as electrolytes like sodium chloride or sodium xylenesulphonate, hydrotropic agents or thickeners such as cellulose derivatives like, for example, carboxymethyl cellulose, hydroxypropyl cellulose, hydroxyethyl cellulose, guar gum and hydroxypropylated guar gums.

These viscosity modifiers are employed in proportions ranging up to 10% by weight relative to the total weight of the composition and preferably lower than 5%.

The compositions according to the invention may optionally also contain other agents whose effect is to improve the properties of keratinous matter, in particular the cosmetic properties of hair, on condition that they do not impair the stability of the compositions, such as cationic surface-active agents, polymers other than the copolymers of diallyldialkylammonium and of an anionic monomer or proteins or else silicones which are soluble in the mixture.

The polymers, the cationic surfactants, the proteins and the silicones additionally employed in the compositions in accordance with the invention are employed in proportions of between 0.05 and 6% and preferably between 0.1 and 3% by weight relative to the total weight of the composition.

Finally, the compositions according to the invention may contain various adjuvants which are usually employed in washing compositions, such as perfumes, stabilisers, sequestrants, foam stabilisers, propellants, colorants, sunscreens, acidifying or alkalifying agents or other adjuvants depending on the intended use.

The processes of washing and/or conditioning of the keratinous matter and in particular of hair consist in applying a composition as defined above to the latter, this application being followed by a rinsing stage.

The compositions may be employed, inter alia, as shampoos, but also as shower gels for washing hair and the skin, in which case they are applied to wet skin and hair and are rinsed off after application.

The examples which follow are intended to illustrate the invention without, however, being limiting in nature.

EXAMPLE 1

A shampoo of the following composition is prepared:

______________________________________Surfactant of polyoxyethylenated carboxylic                    10.0   g ASether acid type, of formula:R(OCH2 CH2)n OCH2 COOHin which:R = nonylphenoln = mean value of 7sold under the name Akypo NP 70 bythe company Chem Y containing 90% of AStriethanolamine lauryl sulphate containing                    10.0   g AS40% of AScopolymer of diallyldimethylammonium                    1.0    g ASchloride and acrylic acid, sold underthe name Merquat 280 by the companyCalgon, containing 35% of ASpolyphenylmethylsiloxane sold under the                    2.5    gname Silbione Huile 70633 V 30 by thecompany Rhone Poulenccopra acid diethanolamide                    2.5    gsodium chloride          4.0    gtriethanolamine q.s. pH = 7.5perfume, stabilisers q.s.water  q.s.              100    g______________________________________
EXAMPLE 2

A shampoo of the following composition is prepared:

______________________________________Surfactant of polyoxyethylenated carboxylic                    8.0    g ASether acid type, of formula:R(OCH2 CH2)n OCH2 COOHin which:R = octylphenyln = mean value of 4sold under the name Akypo OP 40 by thecompany Chem Y containing 90% of ASammonium lauryl sulphate containing                    6.0    g AS30% of ASsodium α-olefinsulphonate containing                    6.0    g AS38% of ASpolydimethylsiloxane sold under the name                    2.0    gSilbione Huile 47 V 500,000 by the companyRhone Poulenccopolymer of diallyldimethylammonium                    0.3    g ASchloride and acrylic acid, sold under thename Merquat 280 by the companyCalgon, containing 35% of ASsodium chloride          4.0    gsodium hydroxide q.s. pH = 4.4perfume, stabilisers q.swater  q.s.              100    g______________________________________
EXAMPLE 3

A shampoo of the following composition is prepared:

______________________________________surfactant of polyoxyethylenated carboxylic                    5.0    g ASether acid type, of formula:R(OCH2 CH2)n OCH2 COOHin which:R = C12 -C14 alkyln = mean value of 2.5sold under the name Akypo RLM 25 by thecompany Chem Y, containing 90% of AStriethanolamine lauryl sulphate containing                    10.0   g AS40% of AScocoylbetaine containing 32% of AS                    2.0    g AScopolymer of diallyldimethylammonium                    2.0    g ASchloride and acrylic acid, sold underthe name Merquat 280 by the companyCalgon, containing 35% of ASmixture of two PDMSs of different                    3.0    gviscosities, sold under the name CF 1241by the company General Electricscleroglucan sold at a concentration of                    0.9    g AS90% of AS under the name Actigum CS 11by the company Sanofi Bio Industriesodium chloride          3.0    gtriethanolamine q.s. pH = 6perfume, stabilisers q.swater  q.s.              100    g______________________________________
EXAMPLE 4

A shampoo of the following composition prepared:

______________________________________oxyethylenated sodium lauryl ether                    12.0   g ASsulphate containing 2 moles of ethyleneoxide, containing 28% of AScocoylbetaine containing 32% of AS                    1.5    g ASethylene glycol distearate                    2.0    g AScopra acid diethanolamide                    1.5    gcopolymer of diallyldimethylammonium                    0.5    g ASchloride and acrylic acid, sold under thename Merquat 280 by the company Calgon,containing 35% of ASmixture of two PDMSs of different                    2.5    gviscosities, sold under the name CF 1241by the company General Electrictriethanolamine q.s. pH = 6.8perfume, stabilisers, q.s.water  q.s.              100    g______________________________________
EXAMPLE 5

A shampoo of the following composition is prepared:

______________________________________sodium lauryl sulphate containing 85%                    30.0   g ASof ASsodium lauroylsarcosinate containing                    4.0    g AS30% of ASpolydimethylsiloxane sold under the                    3.0    gname Silbione Huile 47 V 500,000 bythe company Rhone Poulenccopolymer of diallyldimethylammonium                    2.0    g ASchloride and acrylic acid, sold under thename Merquat 280 by the company Calgon,containing 35% of ASlauric acid diethanolamide                    2.0    gcopra acid monoethanolamide                    2.0    gPEG 150 distearate       0.4    gsequestrant              0.2    gcitric acid q.s. pH = 6.5water  q.s.              100    g______________________________________
EXAMPLE 6

A shampoo of the following composition is prepared:

______________________________________surfactant of polyoxyethylenated carboxylic                    10.0   g ASether acid type, of formula:R(OCH2 CH2)n OCH2 COOHin which:R = nonylphenyln = mean value of 7sold under the name Akypo NP 70 bythe company Chem Y, containing 90% of AStriethanolamine lauryl sulphate,                    10.0   g AScontaining 40% of AScopolymer of diallyldimethylammonium                    1.0    g ASchloride and acrylic acid, sold underthe name Merquat 280 by the companyCalgon, containing 35% of ASpolyorganosiloxane containing hydroxy-                    2.5    gacylamino groups, sold under the nameQ2 8413 by the company Dow Corningcopra acid diethanolamide                    2.5    gsodium chloride          3.0    gtriethanolamine q.s pH = 7.5perfume, stabilisers  q.s.water  q.s.              100    g______________________________________
EXAMPLE 7

A shower gel of the following composition is prepared:

______________________________________sodium lauryl (70/30 C12 -C14) ether                    22.4   g ASsulphate oxyethylenated with 2.2 molesof ethylene oxide, sold at a concentrationof 28% of AS25/5 mixture of cocoylamidopropylbetaine                    2.58   g ASand of glycerol monolaurate in aqueoussolution containing 30% of AS, sold underthe name Tegobetaine HS by the companyGoldschmidtpolydimethylsiloxane (MW 250,000) sold                    2.0    gunder the name Silbione 70047 V 500,000by the company Rhone Poulenccopolymer of diallyldimethylammonium                    0.5    g ASchloride and acrylic acid, sold under thename Merquat 280 by the company Calgon,containing 35% of ASethylene glycol distearate (70/30 C16 -C18)                    2.0    gtriethanolamine  q.s. pH = 7perfume, stabilisers q.s.water  q.s.              100.0  g______________________________________
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Referenced by
Citing PatentFiling datePublication dateApplicantTitle
US5856282 *Dec 13, 1995Jan 5, 1999The Procter & Gamble CompanyDenture cleanser composition in tablet form comprising a dimethicone copolyol and inorganic persalt bleaching agent
US6022836 *Jul 5, 1996Feb 8, 2000L'orealHair shampoo comprising a washing-base detergent, a cationic polymeric conditioning agent and a water-soluble or -dispersible anionic addition polymer/silicone graft polymer; styling; durability
US6159914 *Apr 7, 1998Dec 12, 2000L'orealDetergent cosmetic compositions and use thereof comprising an aminosilicone and a cationic polymer
US6162424 *Apr 7, 1998Dec 19, 2000L'orealA hair shampoo comprising the polymeric conditioner with piperidine or pyrrole ring
US6165454 *Sep 18, 1997Dec 26, 2000Colgate-Palmolive CompanyLow energy method; anionic detersive surfactant, a water-insoluble silicone and acrylic stabilizing agent; does not require added heat.
US6417145Jun 9, 2000Jul 9, 2002L'orealDetergents and thickeners, conditioners and anionic surfactants
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EP1466592A1 *Apr 5, 2004Oct 13, 2004Kao CorporationCleansing compositions
WO2014090713A1 *Dec 9, 2013Jun 19, 2014L'orealClear cleansing composition
Classifications
U.S. Classification510/122, 510/492, 510/421, 510/490, 510/475, 510/124, 510/126, 510/466, 510/127, 510/499, 510/125, 510/426, 424/70.17, 510/123, 424/70.12, 510/433, 510/128
International ClassificationC08L83/04, A61K8/42, A61K8/89, A61K8/37, A61K8/73, A61K8/41, C11D10/02, A61K8/00, A61Q19/10, A61K8/891, A61K8/39, A61K8/44, A61K8/896, A61Q5/12, A61K8/81, A61K8/58, A61K8/36, A61Q5/02, A61K8/46, A61K8/892
Cooperative ClassificationA61Q5/02, A61K8/891, A61K8/892, A61K8/585, A61K8/44, A61K2800/5428, A61Q5/12, A61K8/463, A61K8/39, A61K8/466, A61Q19/10, A61K8/817
European ClassificationA61Q5/12, A61K8/892, A61K8/44, A61K8/46F, A61K8/39, A61K8/46C, A61K8/58C, A61K8/891, A61Q5/02, A61Q19/10, A61K8/81R
Legal Events
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Sep 8, 2009FPExpired due to failure to pay maintenance fee
Effective date: 20090722
Jul 22, 2009LAPSLapse for failure to pay maintenance fees
Jan 26, 2009REMIMaintenance fee reminder mailed
Dec 29, 2004FPAYFee payment
Year of fee payment: 8
Jan 8, 2001FPAYFee payment
Year of fee payment: 4
Mar 31, 1998CCCertificate of correction
Jul 17, 1995ASAssignment
Owner name: L OREAL, FRANCE
Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:DUBIEF, CLAUDE;CAUWET, DANIELE;REEL/FRAME:007554/0239
Effective date: 19950622